
Charleston Vacations from $310
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Your Charleston Vacation
Reserve a Charleston vacation package and you can focus on what matters — enjoying yourself. This means no more planning stresses, just more free time to experience the best parts of this fascinating city, such as its rich history and cultural experiences. If sightseeing is on your list of things to do during your trip to Charleston, find your way to major attractions like Eastern Illinois University. Expedia is here to help you escape your routine. Tailor your vacation to Charleston to suit your travel style, whatever that may be.
The Latest Charleston vacation packages
Price found within the past 48 hours. Click for updated prices.

The Principal Hotel
Price was $469, price is now $310 per person
$310
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9.8/10 Exceptional! (120 reviews)
Overall was the best stay we have had with any one. The only downside would be no hot breakfast unless you went to the restaurant on location. Staff was great and so helpful when we needed anything for the room.
Reviewed on Aug 18, 2025

The Wildwood Hotel
Save 100% on your flight
Price was $631, price is now $354 per person
$354
per person
Oct 27 - Oct 31
found 21 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,561 reviews)
Loved the room, pretty good breakfast in the morning lots of options.
Reviewed on Aug 20, 2025

Hilton Garden Inn Chesterfield
Save 100% on your flight
Price was $521, price is now $337 per person
$337
per person
Oct 27 - Oct 31
found 21 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Louis (STL)
8.2/10 Very Good! (760 reviews)
I booked online and paid via the app. When I arrived on site they explained they had overbooked and had no rooms available. The staff was amazing and went above and beyond and secured a room at another location. Thank you to the staff for taking care of us.
Reviewed on Jul 26, 2025

Courtyard by Marriott St. Louis Downtown/Convention Center
Downtown St. Louis
Price was $516, price is now $356 per person
$356
per person
Oct 27 - Oct 31
found 21 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Louis (STL)
9/10 Wonderful! (1,004 reviews)
I was very surprised at how empty the streets were but I asked a local policeman and he said it usually is. The streets were very clean. However like most big cities just be careful
Reviewed on Aug 20, 2025

WorldMark Lake of the Ozarks
Save 100% on your flight
Price was $803, price is now $561 per person
$561
per person
Oct 31 - Nov 4
found 15 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
9.4/10 Exceptional! (401 reviews)
Great property! Your balcony view is directly on the water. This property offers a dock unused just for guests. I would bring your own raft or float to enjoy the water. The pools and hot tube area are nice, and offer grills for cooking in the pool area and another location.
Check in was great except our room wasn’t ready until 5, the check in time was 4, however they made accommodations to us to offset the delay. It’s close to many fun things to do at the Lake of the Ozarks!! We will be back and will stay here again.
Reviewed on Aug 10, 2025
Charleston Hotel Deals

Unique Suites Hotel
920 W Lincoln Ave, Charleston, IL
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $118 total per night from Aug 26 to Aug 27
$118 total
Aug 26 - Aug 27
Total with taxes and fees
8.4/10 Very Good! (672 reviews)
"The staff were very friendly."
Reviewed on Aug 21, 2025

Days Inn by Wyndham Charleston
810 West Lincoln Avenue, Charleston, IL
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $91 total per night from Sep 1 to Sep 2
$91 total
Sep 1 - Sep 2
Total with taxes and fees
7.6/10 Good! (749 reviews)
"It was fine"
Reviewed on Aug 14, 2025

A frame getaway on the Embarrass River in Charleston, Illinois
Charleston
10/10 Exceptional! (5 reviews)
"We had such a wonderful stay with Becca and Craig--they are excellent hosts and the experience of peace and solitude in their space is unmatched! We are looking forward to another stay here in the future"
Reviewed on Aug 17, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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- Coles County Hotels
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.